Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

A8X : Summary

Code

A8X

One-letter code

X

Molecule name

3-[(3R)-3-[(4-fluorophenyl)sulfonylamino]-1,2,3,4-tetrahydrocarbazol-9-yl]propanoic acid

Synonyms

Ramatroban

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.6 3-[(3~{R})-3-[(4-fluorophenyl)sulfonylamino]-1,2,3,4-tetrahydrocarbazol-9-yl]propanoic acid

Formula

C21 H21 F N2 O4 S

Formal charge

0

Molecular weight

416.466 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 OC(=O)CCn1c2CC[CH](Cc2c3ccccc13)N[S](=O)(=O)c4ccc(F)cc4
SMILES OpenEye OEToolkits 2.0.6 c1ccc2c(c1)c3c(n2CCC(=O)O)CCC(C3)NS(=O)(=O)c4ccc(cc4)F
Canonical SMILES CACTVS 3.385 OC(=O)CCn1c2CC[C@H](Cc2c3ccccc13)N[S](=O)(=O)c4ccc(F)cc4
Canonical SMILES OpenEye OEToolkits 2.0.6 c1ccc2c(c1)c3c(n2CCC(=O)O)CC[C@H](C3)NS(=O)(=O)c4ccc(cc4)F

IUPAC InChI

InChI=1S/C21H21FN2O4S/c22-14-5-8-16(9-6-14)29(27,28)23-15-7-10-20-18(13-15)17-3-1-2-4-19(17)24(20)12-11-21(25)26/h1-6,8-9,15,23H,7,10-13H2,(H,25,26)/t15-/m1/s1

IUPAC InChI key

LDXDSHIEDAPSSA-OAHLLOKOSA-N
A8X

wwPDB Information

Atom count

50 (29 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2018-10-23

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



A8X : Atoms of Molecule

Total Number of Atoms: 50
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 F F F1 N N N 0 4.98 -3.722 -0.701
2 C11 C C1 N N N 0 -0.322 2.408 -0.303
3 C12 C C2 R N N 0 0.854 1.449 -0.08
4 C16 C C3 N Y N 0 4.626 -2.456 -0.393
5 C15 C C4 N Y N 0 3.728 -2.218 0.634
6 C14 C C5 N Y N 0 3.367 -0.921 0.949
7 C17 C C6 N Y N 0 5.165 -1.394 -1.099
8 C18 C C7 N Y N 0 4.802 -0.099 -0.783
9 C13 C C8 N Y N 0 3.901 0.138 0.238
10 S S S1 N N N 0 3.438 1.79 0.64
11 O2 O O1 N N N 0 2.993 1.765 1.989
12 O3 O O2 N N N 0 4.495 2.624 0.185
13 N1 N N1 N N N 0 2.115 2.166 -0.282
14 C19 C C9 N N N 0 0.759 0.29 -1.077
15 C20 C C10 N N N 0 -0.429 -0.605 -0.706
16 C3 C C11 N Y N 0 -1.65 0.266 -0.522
17 C4 C C12 N Y N 0 -1.596 1.604 -0.344
18 C5 C C13 N Y N 0 -2.961 2.07 -0.208
19 C10 C C14 N Y N 0 -3.781 0.917 -0.319
20 C9 C C15 N Y N 0 -5.167 1.022 -0.231
21 C8 C C16 N Y N 0 -5.688 2.289 -0.032
22 C7 C C17 N Y N 0 -4.884 3.411 0.077
23 C6 C C18 N Y N 0 -3.515 3.338 -0.008
24 N N N2 N Y N 0 -2.954 -0.153 -0.507
25 C2 C C19 N N N 0 -3.396 -1.54 -0.669
26 C1 C C20 N N N 0 -3.472 -2.214 0.702
27 C C C21 N N N 0 -3.926 -3.642 0.536
28 O O O3 N N N 0 -4.164 -4.075 -0.567
29 O1 O O4 N N N 0 -4.066 -4.431 1.612
30 H1 H H1 N N N 0 -0.368 3.126 0.515
31 H2 H H2 N N N 0 -0.192 2.936 -1.248
32 H3 H H3 N N N 0 0.816 1.058 0.937
33 H4 H H4 N N N 0 3.31 -3.045 1.189
34 H5 H H5 N N N 0 2.666 -0.735 1.75
35 H6 H H6 N N N 0 5.869 -1.578 -1.898
36 H7 H H7 N N N 0 5.222 0.73 -1.335
37 H8 H H8 N N N 0 2.175 2.861 -0.956
38 H9 H H9 N N N 0 0.615 0.686 -2.082
39 H10 H H10 N N N 0 1.678 -0.294 -1.044
40 H11 H H11 N N N 0 -0.61 -1.323 -1.506
41 H12 H H12 N N N 0 -0.213 -1.133 0.222
42 H13 H H13 N N N 0 -5.806 0.155 -0.314
43 H14 H H14 N N N 0 -6.76 2.407 0.041
44 H15 H H15 N N N 0 -5.347 4.374 0.231
45 H16 H H16 N N N 0 -2.895 4.218 0.077
46 H17 H H17 N N N 0 -4.38 -1.556 -1.137
47 H18 H H18 N N N 0 -2.685 -2.076 -1.299
48 H19 H H19 N N N 0 -2.487 -2.198 1.17
49 H20 H H20 N N N 0 -4.182 -1.678 1.332
50 H21 H H21 N N N 0 -4.359 -5.339 1.455



A8X : Chemical Bonds

Total Number of Bonds: 53
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C17 C18 C C doub 1.38 N Y
2 C17 C16 C C sing 1.38 N Y
3 C18 C13 C C sing 1.38 N Y
4 O3 S O S doub 1.42 N N
5 F C16 F C sing 1.35 N N
6 C16 C15 C C doub 1.38 N Y
7 C13 S C S sing 1.76 N N
8 C13 C14 C C doub 1.38 N Y
9 S N1 S N sing 1.66 N N
10 S O2 S O doub 1.42 N N
11 N1 C12 N C sing 1.46 N N
12 C15 C14 C C sing 1.38 N Y
13 C19 C12 C C sing 1.53 N N
14 C19 C20 C C sing 1.53 N N
15 C12 C11 C C sing 1.53 N N
16 C11 C4 C C sing 1.51 N N
17 C20 C3 C C sing 1.51 N N
18 C4 C3 C C doub 1.35 N Y
19 C4 C5 C C sing 1.45 N Y
20 C3 N C N sing 1.37 N Y
21 C2 N C N sing 1.46 N N
22 C2 C1 C C sing 1.53 N N
23 C5 C6 C C doub 1.4 N Y
24 C5 C10 C C sing 1.42 N Y
25 N C10 N C sing 1.37 N Y
26 C6 C7 C C sing 1.37 N Y
27 C1 C C C sing 1.51 N N
28 C10 C9 C C doub 1.39 N Y
29 O C O C doub 1.21 N N
30 C O1 C O sing 1.34 N N
31 C7 C8 C C doub 1.38 N Y
32 C9 C8 C C sing 1.38 N Y
33 C11 H1 C H sing 1.09 N N
34 C11 H2 C H sing 1.09 N N
35 C12 H3 C H sing 1.09 N N
36 C15 H4 C H sing 1.08 N N
37 C14 H5 C H sing 1.08 N N
38 C17 H6 C H sing 1.08 N N
39 C18 H7 C H sing 1.08 N N
40 N1 H8 N H sing 0.97 N N
41 C19 H9 C H sing 1.09 N N
42 C19 H10 C H sing 1.09 N N
43 C20 H11 C H sing 1.09 N N
44 C20 H12 C H sing 1.09 N N
45 C9 H13 C H sing 1.08 N N
46 C8 H14 C H sing 1.08 N N
47 C7 H15 C H sing 1.08 N N
48 C6 H16 C H sing 1.08 N N
49 C2 H17 C H sing 1.09 N N
50 C2 H18 C H sing 1.09 N N
51 C1 H19 C H sing 1.09 N N
52 C1 H20 C H sing 1.09 N N
53 O1 H21 O H sing 0.97 N N



A8X : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
A8X 6iiu Open in New Window Bound ligand 1 1